4-t-Butylbenzenesulfonyl chloride → N-{4-[(5-{[(4-tert-Butylphenyl)sulfonyl]amino}-1H-indol-1-yl)methyl]benzoyl}-L-phenylalanine

HRID 2245519Notes

Reaction equation

HRID 2245519 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][C:12]1[CH:33]=[CH:32][C:15]([C:16]([NH:18][C@H:19]([C:27]([O:29]CC)=[O:28])[CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[O:17])=[CH:14][CH:13]=1)[CH:6]=[CH:5]2.[C:34]([C:38]1[CH:43]=[CH:42][C:41]([S:44](Cl)(=[O:46])=[O:45])=[CH:40][CH:39]=1)([CH3:37])([CH3:36])[CH3:35]>>[C:34]([C:38]1[CH:43]=[CH:42][C:41]([S:44]([NH:1][C:2]2[CH:3]=[C:4]3[C:8](=[CH:9][CH:10]=2)[N:7]([CH2:11][C:12]2[CH:33]=[CH:32][C:15]([C:16]([NH:18][C@H:19]([C:27]([OH:29])=[O:28])[CH2:20][C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=4)=[O:17])=[CH:14][CH:13]=2)[CH:6]=[CH:5]3)(=[O:46])=[O:45])=[CH:40][CH:39]=1)([CH3:37])([CH3:35])[CH3:36]

Participants

3

Reactant 2

HCID 1398824-t-Butylbenzenesulfonyl chlorideHCID 68548160ethyl N-{4-[(5-amino-1H-indol-1-yl)methyl]benzoyl}phenylalaninate

Product 1

HCID 16113985N-{4-[(5-{[(4-tert-Butylphenyl)sulfonyl]amino}-1H-indol-1-yl)methyl]benzoyl}-L-phenylalanine

Procedure

The title compound was prepared from ethyl N-{4-[(5-amino-1H-indol-1-yl)methyl]benzoyl}phenylalaninate and 4-tert-butylphenyl sulfonyl chloride following the procedure of Example 10: MS (ESI) m/z 610; MS (ESI) m/z 608.

Sources & evidence

ORD record
ord-b0183e3bac29402892016aa3d55b43f9
Source dataset
uspto-grants-2010_03
Patent number
US07683091B2

Reaction notes

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